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Running Trails
United States
Connecticut
Western Connecticut Planning Region

Staples

The best running trails around Staples

4.7

(3)

511

runners

127

runs

Jogging around Staples offers diverse terrain, from open areas to mature evergreen forests and scenic wooded landscapes. The region is characterized by the clear-running Crow Wing River on its northern edge and Dower Lake to the west, providing picturesque backdrops for outdoor activities. Wetlands and a bogwalk add unique ecological interest, while paved trails and natural parklands cater to various running preferences.

Best jogging routes around Staples

  • The most popular jogging route is Pequot Avenue (brand new surface) – Beachside…

Last updated: June 2, 2026

36

runners

#1.

Pequot Avenue (brand new surface) – Beachside Avenue - Great stretch to ride loop from Southport

8.14km

00:50

30m

30m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

7

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Staples

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Tips from the Community

Alex
January 29, 2024, H. Smith Richardson Wildlife Preserve

Connecticut Audubon Society - H. Smith Richardson is not only a land preservation project but also a Christmas tree farm. The preserve is open every day, all year-round, from dawn to dusk. Its a great spot to go bird watching.

0

0

Lisa
December 3, 2023, Southport Beach

This quiet little beach has lifeguards on duty during the summer. It's free for public use, but during summer parking is restricted to residents with a beach parking sticker.

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0

Connecticut Audubon Society - H. Smith Richardson is not only a land preservation project but also a Christmas tree farm. The preserve is open every day, all year-round, from dawn to dusk. Its a great spot to go bird watching and enjoy a network of trails through the mild trails on the 36-acre swaft of land.

1

0

very friendly staff! water refill, great food nice spot for a rest. highly recommended!

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amazing road. perfect tarmac.

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0

Peter B
June 21, 2021, Pequot Avenue

..with a good view.

0

0

Frequently Asked Questions

How many running routes are available around Staples?

There are over 120 running routes available in and around Staples, offering a wide variety of experiences for joggers of all levels.

What kind of terrain can I expect on the jogging trails in Staples?

Staples offers diverse terrain for running, from open areas and mature evergreen forests to scenic wooded landscapes and riverbanks. You'll find a mix of paved trails, natural parklands, and even unique ecological areas like wetlands and a bogwalk.

Are there any family-friendly running paths in Staples?

Yes, Staples has several options suitable for families. The Pequot Avenue (brand new surface) – Beachside Avenue - Great stretch to ride loop from Southport is a moderate 5.1-mile route that's popular. Additionally, areas like Pine Grove Park and Dower Lake Recreation Area offer nature trails that are generally accessible and enjoyable for all ages.

Can I bring my dog on the running trails around Staples?

Many of the natural trails and parks in Staples are dog-friendly, but it's always best to check specific park regulations or trail signage. Generally, dogs are welcome on a leash in areas like Pine Grove Park and the Dower Lake Recreation Area's nature trails.

Are there any circular running routes in the area?

Yes, many routes around Staples are designed as loops. For example, the Beachside Avenue - Great stretch to ride – Pequot Avenue (brand new surface) loop from Southport is a moderate 7.1-mile circular route, and the Running loop from Staples High School offers a 4.9-mile option.

What are some scenic spots or natural features to see while running in Staples?

You can enjoy views of the clear-running Crow Wing River, explore the natural beauty of Dower Lake, or experience the unique wetlands of Old Wadena Park with its bogwalk. The Legacy Trail also winds through open areas and alongside tall evergreens, offering picturesque backdrops. For specific highlights, consider visiting South Norwalk Reservoir or Pine Creek.

Are there options for longer, more challenging runs?

Absolutely. For a more challenging experience, consider the Compo Beach – Old Mill Beach loop from Westport. This difficult 10.7-mile path offers coastal views and varied scenery, perfect for experienced runners looking for a longer distance.

What do other runners say about the trails in Staples?

The running routes in Staples are highly rated by the komoot community, with an average score of 4.8 stars from 5 reviews. Runners often praise the varied terrain, from paved paths to natural trails, and the scenic beauty of the area.

Are there any paved trails suitable for running in Staples?

Yes, The Legacy Trail is a prominent paved trail in Staples, perfect for running, walking, and biking. It spans several miles, winding through open areas and alongside tall evergreens, providing a smooth surface for your run.

Where can I find a quick bite or coffee near the running routes?

After your run, you might find options in Staples for refreshments. For example, Kneads Bakery is a local spot that could be convenient for a coffee or snack.

Are there any easy jogging routes for beginners?

Yes, Staples offers several easy routes suitable for beginners or those looking for a relaxed jog. The region's diverse network includes shorter, flatter paths, particularly within parks like Pine Grove Park or sections of the Legacy Trail.

What are the best times of year to go running in Staples?

Spring, summer, and fall generally offer the most pleasant conditions for running in Staples, with vibrant foliage in spring and autumn, and warm weather in summer. Winter running is also possible for those who enjoy colder temperatures, with trails often groomed for various activities.

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